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PRODUCT INFORMATION Tacrine (hydrochloride) Item No. 70240 CAS Registry No.: 1684-40-8 Formal Name: 1,2,3,4-tetrahydro-9-acridinamine, monohydrochloride Synonyms: C.I. 970, Hydroaminacrine NH2 MF: C13H14N2 • HCl FW: 234.7 Purity: ≥98% • HCl UV/Vis.: λmax: 243, 326, 339 nm Supplied as: A crystalline solid N Storage: -20°C Stability: ≥2 years Information represents the product specifications. Batch specific analytical results are provided on each certificate of analysis. Laboratory Procedures Tacrine (hydrochloride) is supplied as a crystalline solid. A stock solution may be made by dissolving the tacrine (hydrochloride) in the solvent of choice, which should be purged with an inert gas. Tacrine (hydrochloride) is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide. The solubility of Tacrine (hydrochloride) in these solvents is approximately 20, 50, and 33 mg/ml, respectively. Further dilutions of the stock solution into aqueous buffers or isotonic saline should be made prior to performing biological experiments. Ensure that the residual amount of organic solvent is insignificant, since organic solvents may have physiological effects at low concentrations. Organic solvent-free aqueous solutions of tacrine (hydrochloride) can be prepared by directly dissolving the crystalline solid in aqueous buffers. The solubility of tacrine (hydrochloride) in PBS (pH 7.2) is approximately 16 mg/ml. We do not recommend storing the aqueous solution for more than one day. Description Tacrine is a derivative of aminoacridine that functions as an inhibitor of both acetylcholinesterase (AChE) 1,2 and butyrylcholinesterase (IC50s = 31 and 26.5 nM, respectively). Tacrine also inhibits the uptake of serotonin and norepinephrine in rat cerebral cortex and decreases depolarization-induced calcium influx through L-type calcium channels in SN56 neuronal cells.3-5 Formulations containing tacrine have been used clinically in the treatment of Alzheimer’s disease.3,6 References 1. Crismon, M.L. Pharmacokinetics and drug interactions of cholinesterase inhibitors administered in Alzheimer’s disease. Pharmacotherapy 18(2 Pt. 2), 47-54 (1998). 2. Ahmed, M., Rocha, J.B., Corrêa, M., et al. Inhibition of two different cholinesterases by tacrine. Chem. Biol. Interact. 162(2), 165-171 (2006). 3. Drukarch, B., Leysen, J.E., and Stoff, J.C. Further analysis of the neuropharmacological profile of 9-amino- 1,2,3,4-tetrahydroacridine (THA), an alleged drug for the treatment of Alzheimer’s disease. Life Sci. 42(9), 1011-1017 (1988). 4. McKenna, M.T., Proctor, G.R., Young, L.C., et al. Novel tacrine analogues for potential use against Alzheimer’s disease: Potent and selective acetylcholinesterase inhibitors and 5-HT uptake inhibitors. J. Med. Chem. 40(22), 3516-3523 (1997). 5. Dolezal, V., Lisá, V., and Tucke, S. Effect of tacrine on intracellular calcium in cholinergic SN56 neuronal cells. Brain Res. 769(2), 219-224 (1997). 6. Giacobini, E. Cholinesterase inhibitors for Alzheimer’s disease therapy: From tacrine to future applications. Neurochem Int. 32(5-6), 413-419 (1998). WARNING CAYMAN CHEMICAL THIS PRODUCT IS FOR RESEARCH ONLY - NOT FOR HUMAN OR VETERINARY DIAGNOSTIC OR THERAPEUTIC USE. 1180 EAST ELLSWORTH RD SAFETY DATA ANN ARBOR, MI 48108 · USA This material should be considered hazardous until further information becomes available. Do not ingest, inhale, get in eyes, on skin, or on clothing. Wash thoroughly after handling. Before use, the user must review the complete Safety Data Sheet, which has been sent via email to your institution. PHONE: [800] 364-9897 WARRANTY AND LIMITATION OF REMEDY [734] 971-3335 Buyer agrees to purchase the material subject to Cayman’s Terms and Conditions. Complete Terms and Conditions including Warranty and Limitation of Liability information can be found on our website. FAX: [734] 971-3640 [email protected] Copyright Cayman Chemical Company, 09/15/2021 WWW.CAYMANCHEM.COM.